<(1S)-(1,3,5/2,4)-2,3,4-trihydroxy-5-hydroxymethyl-1-cyclohexyl> β-D-glucopyranoside

Base Information

Chemical Name:<(1S)-(1,3,5/2,4)-2,3,4-trihydroxy-5-hydroxymethyl-1-cyclohexyl> β-D-glucopyranoside
CAS No.:119238-35-6
Molecular Formula:C₁₃H₂₄O₁₀
Molecular Weight:340.328
Hs Code.:

Synonyms:

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Chemical Property of <(1S)-(1,3,5/2,4)-2,3,4-trihydroxy-5-hydroxymethyl-1-cyclohexyl> β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of <(1S)-(1,3,5/2,4)-2,3,4-trihydroxy-5-hydroxymethyl-1-cyclohexyl> β-D-glucopyranoside

There total 7 articles about <(1S)-(1,3,5/2,4)-2,3,4-trihydroxy-5-hydroxymethyl-1-cyclohexyl> β-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: (1R,2S,3R,4R,6R)-4-Allyloxy-6-hydroxymethyl-cyclohexane-1,2,3-triol

: 119238-35-6
<(1S)-(1,3,5/2,4)-2,3,4-trihydroxy-5-hydroxymethyl-1-cyclohexyl> β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydride / dimethylformamide / Ambient temperature

2: 78 percent / selenium(IV) oxide / acetic acid; dioxane / 0.5 h / Heating

3: 33 percent / molecular sieve type 4A, trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 2.5 h / Ambient temperature

4: 1.) hydrogen / 1.) 10percent Pd/C / 1.) ethanol, acetic acid, overnight, 50 p.s.i., r.t; 2.) pyridine, 15 h, r.t.

5: M sodium methoxide / methanol / Ambient temperature

With selenium(IV) oxide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; sodium methylate; sodium hydride; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(88)84022-9

Reference yield:

: 117486-49-4
(3aS,4R,5aR,9aR,9bS)-4-Allyloxy-2,2,8,8-tetramethyl-hexahydro-[1,3]dioxolo[4',5':3,4]benzo[1,2-d][1,3]dioxine

: 119238-35-6
<(1S)-(1,3,5/2,4)-2,3,4-trihydroxy-5-hydroxymethyl-1-cyclohexyl> β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: M hydrochloric acid / ethanol / 1 h / Ambient temperature

2: sodium hydride / dimethylformamide / Ambient temperature

3: 78 percent / selenium(IV) oxide / acetic acid; dioxane / 0.5 h / Heating

4: 33 percent / molecular sieve type 4A, trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 2.5 h / Ambient temperature

5: 1.) hydrogen / 1.) 10percent Pd/C / 1.) ethanol, acetic acid, overnight, 50 p.s.i., r.t; 2.) pyridine, 15 h, r.t.

6: M sodium methoxide / methanol / Ambient temperature

With hydrogenchloride; selenium(IV) oxide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; sodium methylate; sodium hydride; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(88)84022-9

Reference yield:

: 117509-48-5,119238-20-9
C₃₈H₄₂O₅

: 119238-35-6
<(1S)-(1,3,5/2,4)-2,3,4-trihydroxy-5-hydroxymethyl-1-cyclohexyl> β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / selenium(IV) oxide / acetic acid; dioxane / 0.5 h / Heating

2: 33 percent / molecular sieve type 4A, trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 2.5 h / Ambient temperature

3: 1.) hydrogen / 1.) 10percent Pd/C / 1.) ethanol, acetic acid, overnight, 50 p.s.i., r.t; 2.) pyridine, 15 h, r.t.

4: M sodium methoxide / methanol / Ambient temperature

With selenium(IV) oxide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; sodium methylate; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; acetic acid;
DOI:10.1016/0008-6215(88)84022-9